azlocillin   Click here for help

GtoPdb Ligand ID: 12260

Synonyms: Azlin® | BAY-E-6905
Approved drug
azlocillin is an approved drug (FDA)
Compound class: Synthetic organic
Comment: Azlocillin is a semisynthetic penicillin derivative belonging to the β-lactam class of antibacterial compounds.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 173.45
Molecular weight 461.14
XLogP 0.65
No. Lipinski's rules broken 1
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Canonical SMILES O=C([C@@H](c1ccccc1)NC(=O)N1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)NC(=O)N1CCNC1=O)C(=O)O)C
InChI InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA)
IUPAC Name Click here for help
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
4011 azlocillin
Synonyms Click here for help
Azlin® | BAY-E-6905
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Azlocillin
Other databases
CAS Registry No. 37091-66-0 (source: Scifinder)
ChEMBL Ligand CHEMBL1537
DrugBank Ligand DB01061
DrugCentral Ligand 277
GtoPdb PubChem SID 473153848
PubChem CID 6479523
Search Google for chemical match using the InChIKey JTWOMNBEOCYFNV-NFFDBFGFSA-N
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UniChem Compound Search for chemical match using the InChIKey JTWOMNBEOCYFNV-NFFDBFGFSA-N
UniChem Connectivity Search for chemical match using the InChIKey JTWOMNBEOCYFNV-NFFDBFGFSA-N